JPS59193809A - Herbicidal composition - Google Patents

Abstract

PURPOSE:To provide a herbicidal composition containing a specific alpha,beta-unsaturated carboxylic acid and 3-amino-1,2,4-triazole or their salts as active components, and exhibiting very rapid and extremely strong herbicidal activity and synergistic effect. CONSTITUTION:The objective herbicidal composition contains, as active components, (A) one or more alpha,beta-unsaturated carboxylic acid derivatives of formula I [R<1> is 1-15C aliphatic hydrocarbon group; R<2> is H, halogen or 1-7C hydrocarbon group; R<3> is group of formula -XR<4> (X is O or S; R<4> is H or 1-10C hydrocarbon group) or amino group of formula II (R<5> and R<6> are H or 1-10C hydrocarbon group or together form a ring)] (e.g. 2-n-decenoic acid) and its functional salts and (B) one or more compounds selected from 3-amino-1,2,4- triazole and its functional salts. A part of or the whole components (A) and (B) may together form a salt.

Description

[Detailed description of the invention]

TECHNICAL FIELD The present invention relates to a novel herbicidal composition. Namely, the present invention relates to a novel herbicidal composition.
, 2,4-) lyazole or a salt thereof as an active ingredient. It is known that some aliphatic carbones and pseudoclasses exhibit various physiological activities, such as sorbic acid, which is a bactericidal agent used to prevent spoilage of foods such as cheese (
(see U.S. Pat. No. 3,139,378) and 3-decynoic acid or co-L/'A de-7yl synthesis inhibitory activity (Haf Ochemil Journal, IHochem,
J.). Vol. 147, pp. 531-5'39 (1975) Hyological Chemistry (Agric, Biol, Ch.
em, ), vol. 45, 276! J~2773 pages (19
As seen in 1981), Jr.
N-methyl)'γmi/-α-shift'noatylylq5-
It has been disclosed that 1-ster exhibits herbicidal activity and has inhibitory activity on the Hill reaction (a chemical reaction produced by free chloroplasts). For example, triazino compounds are known to have herbicidal activity.However, there are cases where it takes several weeks for the herbicidal effect to appear. 3-
7 mino = 1.2.4-) lyazole is hour minute lid 3
] It is known to have a herbicidal effect as described in Japanese Patent No. 3300. This compound inhibits the formation of chlorophyll in plants and has a growth-suppressing effect on various plants, and is therefore used as a defoliant. However, 3-amino-7-1.2.4-triazole also has the major drawback that its physiologically active action, especially herbicidal action, is very slow and its effect against perennial weeds is weak. are doing. As described above, nitrogen-containing heterocyclic compounds have a serious drawback in that their herbicidal effects are extremely slow. (c) Purpose Therefore, the present inventors obtain an excellent compound or composition that has rapid and strong herbicidal activity against a wide range of weeds such as annual weeds, perennial weeds, narrow-leaved weeds, and broad-leaved weeds. As a result of conducting extensive research for this purpose, we surprisingly found that certain α,β-unsaturated carboxylic acids and 3-7 minnows 1.2. j-) It was discovered that by combining lyazoles, a very fast-acting and extremely strong herbicidal activity can be obtained, that is, a synergistic herbicidal effect that is much warmer than the herbicidal effect of each component alone can be obtained. , arrived at the present invention. (d) At least one α, β-unsaturated carboso If derivative represented by the following general formula (1) and its functional salts, and (b) at least one part of 3-Ami 7-1, 2, 4-) lyazole and its functional salt ψ, each as is or one part of each (all stripes are mutually The present invention relates to a herbicidal composition containing as an active ingredient a salt formed in combination.The present invention will be explained in more detail below.The α,β-unsaturated calphonyl derivative provided in the present invention has the general formula ( 1), the formula (1) K
In R1, the longest chain part or main chain has 1 to 15 carbon atoms.
It is a linear or branched aliphatic hydrocarbon group. When the number of carbon atoms in the main chain is 16 or more (Malow(
・Celsius is preferable because only herbicidal activity can be obtained. The aliphatic hydrocarbon group used has a carbon number within a theoretically limited range, but those having a total carbon number of 2 to 25 are usually preferred because of their high herbicidal activity. In addition, the aliphatic hydrocarbon group is a saturated or unsaturated (411) hydrocarbon group supporting a double bond. Examples of such a single-chain aliphatic hydrocarbon group include
ru group, ethyl group, n-propyl@. n-butylene group, n-pentylene group, n-hekynyl group, n-
Hebthyl group, n-octyl group, n-nonyl4. Alkyl groups such as n-tethyl, n-untethyl, (, n-dotetyl, etc.; two-handed/74" +
n-Flopylene group, 11-butylene group, lopentylene group, n-hexylene group, n-hexylene group; l
n-octylene group, nnonylene group, n-decenylene group, n-untecenin 7f, n-dotecenylene group, n
-) an alkenyl group such as a ridecenylene group. Among these straight-chain aliphatic hydrocarbon groups, saturated ones are preferable in terms of herbicidal activity, and those having 2 to 13 carbon atoms are preferable. Furthermore, a branched aliphatic hydrocarbon group has one or more branched chains having fewer carbon atoms than the main chain, and the branched chain is an aliphatic hydrocarbon group having 1 to 7 carbon atoms. Groups are preferred. Examples of the branched chain include a methyl group, a dihandle group, an n-propyl group, and an iso-propyl group. n-butyl group. iso-butyl group, tert-
Phthyl group, n-pentyl group, iso-pentyl group. Examples include ethylene group, zelkova propylene group, various butylene groups, and various pentylene groups, among which those having 1 to 3 carbon atoms are preferred. Examples of such branched aliphatic hydrocarbon groups include those in which the branch is bonded as a side chain to the above-mentioned straight chain aliphatic hydrocarbon group, such as iso-propyl group, 3ee-
butyl group, tert-butyl group, iso-octyl group, iso-decyl group, iso-tetradecyl group, 2,3-bis(iso-propyl)-octyl group, ieo-7'tyrene group, iso-octylene group,
Examples include iao-dodecenylene group. Among these branched aliphatic hydrocarbon groups, when the main chain has 2 to 13 carbon atoms, the branch carbon number is in the range of 1 to 3, and the total carbon number is in the range of 3 to 20. is preferable because it has high herbicidal activity, and saturated is more preferable. In addition, such a linear or branched aliphatic hydrocarbon group having a main chain of 1 to 15 carbon atoms may be a substituent other than an aliphatic hydrocarbon group having one or more hydrogen atoms or a halogen atom. The substituent may be, for example, a hydroxy group, an amino group, etc. Cyano group. Flucoquine group having 1 to 6 carbon atoms. Alkyl thousand ono□１ζ
．． 7 Larcoquine group having 7 to 10 carbon atoms. Alicyclic hydrocarbon group having ≦~10 carbon atoms, 6~+ carbon atoms
+1 aromatic hydrocarbon group b). , An example of a dialcoquine group is a methoxy group. c-) 't-7141, furboxy group, phthoxy group, etc.; the alkylthio group includes a methylthio group, a butylthio group; the aliphatic carbonization group; the hydrogen group includes a cyclopropyl group, a shift 0entyl group, cyclohexyl group, methylcyclohexyl group, dimethylcyclohexyl group, cyclopentenyl group, cyclohexenyl group, methylcyclohexenyl group, etc.; Examples of the aromatic hydrocarbon group include phenyl group, tolyl group, naphthyl group, etc. and these substituents may be further substituted with a halogen atom or a cyano group.The halogen atom is preferably bromine, chlorine or fluorine atom.Among these substituted aliphatic hydrocarbon groups, halogen atom , cyano group. Those substituted with an alkoxy group, an alkylthio group, or an alicyclic hydrocarbon group are preferable. R1 in the above formula (I) is an aliphatic hydrocarbon group having 4 to 4 carbon atoms among the aliphatic hydrocarbon groups explained above. The straight-chain saturated aliphatic hydrocarbon group represented by 13 is preferable because it has high herbicide activity, especially the rapid herbicidal activity unique to the present invention. R2 in the above general formula is a hydrogen atom. A hydrocarbon group having a carbon atom or a carbon number of ~7. This hydrocarbon group having J to 7 carbon atoms refers to a hydrocarbon group having 1 to 7 carbon atoms.
an aliphatic hydrocarbon group, an alicyclic hydrocarbon group having 3 to 7 carbon atoms, or an aromatic hydrocarbon group having 6 to 7 carbon atoms. This aliphatic hydrocarbon group having 1 to 7 carbon atoms is one having an iB chain or a branch, such as a methyl group, an ethyl group,
Various types of propyl groups, phtyl groups, pentyl groups, hekynyl groups, etc.; and alkenyl groups such as benzene groups; or these are alicyclic or aromatic hydrocarbon groups;
J (fi is a phenylmethyl group, a cyclohexylmethyl group, etc., and among these groups, those with a carbon number of 1 to 4
Preferably, the alicyclic hydrocarbon group having 3 to 7 carbon atoms is, for example, a cyclobucupyl group, a pentyl group, a schif-hexyl group, a methylcyclohexyl group, a pentenyl group. , cyclohexenyl group, methylcyclohexenyl group, etc. These hydrocarbon groups having 1 to 7 carbon atoms may be substituted with a halogen atom, a sia group, an alkoxy group having 1 to 5 carbon atoms, or the like. Preferred examples of R2 include a hydrogen atom, a chlorine atom, a bromine atom, a fluorine atom, and an alkyl group or alkenyl group having 1 to 3 carbon atoms.Among them, a hydrogen atom is particularly preferred. Further, R3 in the general formula (I) is -XR', and X here is an oxygen atom or a sulfur atom, preferably an oxygen atom. R4 is a hydrogen atom or a hydrocarbon group having ~10 carbon atoms, and the hydrocarbon group is an aliphatic hydrocarbon group having 1~10 carbon atoms, or an alicyclic group having 3~10 carbon atoms. It means a hydrocarbon group or an aromatic hydrocarbon group having 6 to 10 carbon atoms. The aliphatic hydrocarbon group having 1 to 10 carbon atoms is one having a straight chain or a branch, and includes, for example, a methyl group, an ethyl group, various propyl groups, a phtyl group, a pentyl group, a hexyl group, and a heptyl group. , an alkyl group such as an octyl group, a 2-ethylhexyl group, or a nonyl group; an ethylene group. Various propylene groups, butylene groups, bentylene groups, hexylene groups, heftylene groups, octylene groups, nonylene M,
f-Alkenyl groups such as senylene group; or those whose hydrogen atoms are substituted with an alicyclic hydrocarbon group or aromatic hydrocarbon group, such as cyclo; A hexenylethyl group, a phenylmethyl group, a phenylethyl group, etc. are preferred, and among them, those having 1 to 5 carbon atoms are preferred. In addition, the alicyclic hydrocarbon group having 3 to 10 carbon atoms is, for example, a

[1 page/chill, lit;
, cyclohexyl group, various methylcyclohexyl groups)
b, a saturated alicyclic hydrocarbon group such as 2methylcycloO-\xyl group of each 1'li+; cyclopentenyl group, cyclohexenyl group, methylcyclohexenyl group of each m,
It is an unsaturated alicyclic hydrocarbon group such as dimethylcyclohexenyl group. Furthermore, the aromatic hydrocarbon group having 6 to 10 carbon atoms includes, for example, a phenyl group, a tolyl group, a xylyl group, an ethylphenyl group, a naphthyl group, and the like. The hydrogen atom of these hydrocarbon groups having 1 to 10 carbon atoms may be substituted with a halogen atom, a nitro group, a hydroxy group, a lower flukoxy group, a lower alkylthio group, or the like. As such R4, a hydrogen atom is particularly preferable. Alternatively, it is a hydrogen atom or a hydrocarbon group having 1 to 0 carbon atoms, and R5 and R6 may cooperate with each other to form a ring. In this case, the hydrocarbon group having 1 to 10 carbon atoms is one that is one group from the aliphatic hydrocarbon group, alicyclic hydrocarbon group, or aromatic hydrocarbon group explained for R4 above. In addition, when R5 and R6 jointly form a ring, the ring may be formed by interposing one or more atoms selected from nitrogen atoms, oxygen atoms, and sulfur atoms. , When there are two or more of these atoms, it is preferable that they are further interposed through another hydrocarbon residue such as an alkylene group, and the number of atoms is preferably 1 to 5, and they may be the same or different. You can leave it there. The negative numbers of the rings forming the ring in this case are:
Preferred examples include a 4 to 8 dino group, a pyrazino group, and a morpholif group. Such R5 and R6 are usually hydrogen atoms. An unsubstituted saturated or unsaturated aliphatic hydrocarbon group (terminal aromatic hydrocarbon groups are preferably used). This is preferable to RJ in the above-described general formula (1). Furthermore, in the present invention, a so-called functional salt of the α,β-unsaturated carboxylic acid derivative represented by the general formula (1) that retains the herbicidal effect may be used. The functional salts include alkali metal salts, alkaline earth metal salts, ammonium salts and NH/R7 of the carboxylic acid.
Examples include salts with amines represented by \R6. Examples of the alkali metal salts include lithium salts, sodium salts, potassium salts, etc., and examples of the alkaline earth metal salts include calcium salts. Examples include magnesium salts. 7 In addition, R7 in the above formula NH<R8 is a hydrogen atom (
" is a hydrocarbon group having 1 to 20 carbon atoms, and R8 is a hydrocarbon group having 1 to 20 carbon atoms. The carbon number is 1 to 20
The hydrocarbon group refers to an aliphatic hydrocarbon group having 1 to 20 carbon atoms, an alicyclic hydrocarbon group having 3 to 20 carbon atoms, and an aromatic hydrocarbon group having 6 to 20 carbon atoms. The aliphatic hydrocarbon group (long chain, straight chain or branched, +69 saturated and 1-1) is dissonant. group, octyl group, tesyl group, dodecyl group, tetradecyl group, ophtatercyl group, ethylene group, propylene group of each extension, hegylene group, /nylene group, dodecenylene group, etc., or these groups; alicyclic or aromatic hydrocarbon group Those substituted with, for example, cyclohexylmethol, cyclohexylbutylene, phenylmethyl, and phenylethyl e are listed, among which those having 1 to 15 carbon atoms are preferred.Also, those having 3 to 20 carbon atoms are preferred. Examples of alicyclic hydrocarbon groups include a cyclohexyl group, a cyclohexyl group, various methylcyclohexyl groups, a dinotylcyclohexyl group, a diethylcyclohexyl group, a hexenyl group, and various dimethylcyclohexenyl groups. Among them, those having 3 to 15 carbon atoms are preferable. Further, examples of the aromatic hydrocarbon group having 6 to 20 carbon atoms include phenyl group, various toluyl groups, diethyl phenyl group, naphthyl group, methylnaphthyl group, etc. Preferred hydrocarbon groups as a?, Ra are saturated aliphatic or alicyclic hydrocarbon groups having 1 to 15 carbon atoms, and a hydrogen atom is also preferred as R7. , the salts with amines represented by the formula Nl (<, , ) are, for example, ethylamine salt 2 diethylamine salt, dimethylamine salt, pucviramine salt, dipropylamine salt, cyclohexylamine salt, dicyclohexylamine 7
j'A, octylamine salt, decyl 7mine salt, dodecylamine salt, tetradecylamine salt, etc. The carboxylic acid derivative represented by the general formula (I) and its functional salts in the present invention have both hydrophilic and lipophilic properties, but the hydrophobic variable RM value indicating the property is - Those in the range of 2,5 to 2.5, and further those in the range of -2,0 to 2o, especially =
The herbicidal activity is preferably in the range of 1.5 to 1.5. Here, the 5 RM value is defined as follows. ,
+ 1
Assuming that R is moved by dx in Vs, Cs, Ve, Ce, respectively, the transfer ratio (Rf) of Seisen can be expressed by the following equation. Using such Rf, RM is expressed by the following equation. A method for measuring the RM ji/j using the thin echo ρ ma) graph method is described, for example, in Fuichi if-(Nature) Vol. 208, p. 537 (
(1965). The method for producing the α,β-unsaturated carboxylic acid derivative represented by the general formula (1) of the present invention is not particularly limited and may be any commonly used method. The functional salt of 3-amino-1,2,4-)riazole in the present invention means a salt with an inorganic acid or an organic acid. Examples of inorganic acids include hydrohalic acids such as hydrochloric acid and hydrobromic acid, chloric acid, bromic acid, sulfuric acid, nitric acid, and phosphoric acid. Examples include carbonic acid. Further, as organic acids, for example,
Aliphatic carboxylic acids having 1 to 4 carbon atoms, preferably 1 to 3 carbon atoms, such as formic acid, acetic acid, propionic acid, oxuic acid, and succinic acid;
Examples include aromatic carboxylic acids such as benzoic acid and phthalic acid; organic sulfonic acids such as methanesulfonic acid and para-toluenesulfonic acid. As explained above, the present invention provides fa) at least one kind of α,β-unsaturated carboxylic acid derivative represented by the general formula (I) and its functional salts (hereinafter sometimes referred to as component A); (b) At least one kind of 3-7 minnow 1.2.4-triazole and its functional salts (hereinafter sometimes referred to as component B) may be used as is, or as a
It is a herbicidal composition in which the active ingredient is a salt in which some or all of the salts are combined with each other to form a salt. The ratio of the A component and B component contained in the 1 extra composition is 1.0/9 expressed as A component/B component (weight ratio).
Must be in the range of 0 to 99.9510.05/);
Preferably, even 2 o/s o~! l9. ] 7
It is preferably in the range of 0.1, especially: U0/70
When the ratio is in the range of ~99.5/0.5, the herbicidal composition has an extremely strong rapid herbicidal effect on not only annual weeds but also perennial weeds. The herbicidal composition of the present invention may contain component A and component B in combination with each other to form a salt. +s=
α, β-unsaturated carboxylic acid and 3-amino-1,2,4-triano, which are ~·n groups. - Appreciate the taste of the oil (hereinafter referred to as C component 1-). As described above, in the herbicidal composition of the present invention, when (a) component A and component B are active ingredients, (b) component A. When component B and component C are active ingredients, (c) When component A and component C are active ingredients, (d) When component B and component C are used as active ingredients, and (e) When component C is used as active ingredient. In some cases, Judging from its fast-acting herbicidal activity,
The above h+, mouth +. Cases (c) and (d) are preferable, especially (a) and (
Particularly preferred are (b) and (c), especially (1') and (a).
), that is, the case where at least both the A component and the B component are contained is preferable. When using the herbicidal composition of the present invention, the pronuclear active ingredient itself may be treated, but any formulation form such as granules, wettable powders, powders, emulsions, microgranules 27a apples, suspensions, etc. It can also be used by making it. Herbicides in these formulations include talc, bentonite 1
Solid carriers such as clay, kaolin, diatomaceous earth, white carbon, vermiculite, slaked lime, ammonium sulfate, urea, etc.: water,
Adult carriers of alcohol, dioxane, gamma setone, xylene, cyclohexane, methylnaphthalene, dimesalformamide; furkyl sulfate ester. 'lRukyl sulfonate DJ4, lignin sulfone (4Q salt 4ζft, polyoxygen glycol ether/Shinaruji, polyoxygen alkyl 11
- ether, polyoxycorchrenone rubicun (:/
Emulsifiers such as alkylates, dinaphdylmethane disulpon salt, etc.; 1 (→ 11 or 2 or more) adjuvants such as carboximenal cellulose, arabic comb, etc. Properly blended with pre-i low active ingredients,
It is manufactured by mixing, #solution, granulation, etc. The herbicidal composition (12) of the present invention produced in this way has a dosage form of 4 to 99 g/kg. F factor, preferably f411 of mo'Jo, + to about 954jj quantity factor
91
4 Preferred 1 When using a herbicidal composition in the form of a formulation containing the active ingredients of the present invention, for example in the form of liquids and wettable particles, it is usually may contain a surfactant in an amount sufficient to readily disperse the active ingredient in water or oil.
The term surfactant-1 ((() of course also refers to wetting agents, dispersants, suspending agents, spreading agents, and emulsifiers. It exhibits a very strong herbicidal effect not only on weeds and broad-leaved weeds, but also on perennial narrow-leaved weeds and broad-leaved weeds.In particular, the herbicidal composition has a very fast-acting herbicidal effect. In other words, the weed-killing AT composition of the present invention has a non-selective effect on a very wide range of weeds, from annual to perennial fine-leaved miscellaneous and broad-leaved weeds. 3-methyl-1,2,4-)su7azole and the α,β-unsaturated carboxylic acid derivative represented by formula (1). It exhibits an amazing synergistic effect compared to the herbicidal activity of a single herbicidal activity.In addition, the herbicidal #+1 composition has an oil-soluble double-edged repellent property of 1:1 water bath, and 7: Excellent herbicidal effects can be achieved by both treatment and soil embankment treatment, but especially in foliage treatment (a very fast-acting and strong herbicidal effect can be easily obtained). One of the reasons for this is that the active ingredient is easy to prepare and its safety is unclear. (f) Examples 1 and 2. However, the present invention is not limited in any way by the examples. The RM values shown in the examples are based on the following measurement method. That is, silica gel NN +'fi (M
Manufactured by erck, 211cm x 20tyn, )
J thickness 0.25 m+a) was treated with s vol % liquid paraffin/11-hemorisan, and measured using a reverse romatograph 1-. First, dissolve the compound to be measured in acetone'9. (or an aqueous solution or a mixed solution of water and 7 setsone) on a thin layer plate.
1 (volume ratio: 6). The transfer ratio R4 of the compound to the solvent was determined from the spots on the thin laminate thus developed, and RM (direct) was calculated using the following formula % formula % (1). means J. Example 1 0.1 part of 2-n-decenoic acid, 3-amino-1,2゜4-
0.05 parts of triazole, 12.5 parts of water and 12 parts of acetone
．． In addition to 5 parts of the mixed solution, 5ORPOL is added as a spreading agent.
Add a mixture of 0.013 parts of 2680 (Toho Kagaku System) to 4 leaves of Himedion, Mehimba, Cucumber, and Plantain 3 times in about 1.5 hours! ! After misting, cultivation was continued, and a withering experiment was conducted by observing the degree of withering with the naked eye. Table 11c shows dead dust 3 days, 7 days, and 14 days after treatment. As an index for determining the degree of wilting, the degree of wilting is 1 when the plant is healthy, 5 when the whole plant is wilted and dead, and the intermediate state is divided into 4 equal parts. -C was expressed using the so-called five-step method. Examples 2-13 I? ] Carphonic acid and 3-γ minnow 1.2.4-
) l) -/''Bamboo withering experiment was carried out by treating in the same manner as ψ111 using sol. The results are shown in Table 1. 1.2. Add 0.1 part of 4-triazole to a mixed solution of 12.5 parts of water and 12.5 parts of γ-cetone and add 0.1.11 parts of 5ORPOL 2680 as a spreading agent.
After spraying the mixture with 3 parts added to 4 plants in the same manner as in Fire Killing 1 (1), cultivation was continued. The results of withering after 3 to 14 days are shown in Table 1. Comparative Example 2 2-n -Add 0.1 part of hexenoic acid to a mixture of 12.5 parts of water and 12.5 parts of acetone, and add 5 parts of hexenoic acid as a spreading agent.
The plants were sprayed as in Example 1 with a mixture containing 0.013 parts of ORPOL 2680 and cultivation continued. 3
The results of withering after 14 days are shown in Table 1. Reference example 1 Add 5OR to a mixed solution of 12.5 parts of water and 12.5 parts of acetic acid
Example 1 A solution containing 0.013 part of POL26so was prepared.
After spraying the plants in the same way, the plants were grown. : Uhi~1
The results of withering after 4 days are also listed in Table IK. Procedural amendment dated October 2, 1980, to the Commissioner of the Japan Patent Office, 1, Indication of the case, Patent Application No. 1983-67812, Title of the invention: Herbicidal composition, 1-1j, Minamihonmachi, Kuruma-ku, Osaka -5,-. (300) Teijin Ltd. Representative Sashibe Okamoto 5 Target of amendment + II On page 7 of the specification, lines 12 to 18, "ethylene group...(omitted)...tridecenylene group" has been changed to "ethynyl group, n-7 'Lopenyl group, n-butenyl group. n-pentenyl group, n-hexenyl group, n-heptenyl group, n-octenyl group, n-nonel m + n-decenyl group, n-undecenyl ti + n-dodecenyl &,
n-)lysocenyl group". (2) On page 8, line 10.11, “Ethylene group...
・(Omitted)...pentylene group" is corrected to "ethynyl group. Various purbenyl groups, various butenyl groups, various pentenyl groups." (3) r 1o from page 8, line 2 from the bottom to page 9, line 1
s-butylene group, iso-octylene group, i
"so-dodecenylene group" is referred to as "riso-butenyl group," is. -octenyl group + tSO-dodecenyl group". (4) "Ethylene group, various propylene groups, butylene groups, and bentylene groups" on page 11, line 11.12 of the same page are replaced with "
Ethynyl group, various purvenyl groups. Zutenyl group, pentenyl group” is corrected. (5) “Ethylene group...(
omitted)・Decenylene group" is corrected as "ethynyl group, various prinopenyl groups, butenyl group, pentenyl group. hexenyl group, heptenyl group, octenyl group. nonenyl group, decenyl group". (6) “Ethylene group...(
(omitted)...dodecenylene group" is corrected to "ethynyl group, various purbenyl groups, hexenyl group, nonenyl group, dodecenyl group." -Toro 9-

Claims (1)

[Claims] (a) The following general formula (I) 2 R' -C= CHCOR3 (I) 1
The represented amine 7 group is shown. At least one of α, β-unsaturated carboxylic acid derivatives and functional salts thereof, and at least one of (bl 3-7 minnow 1.2.4-) lyazole and functional salts thereof, respectively. A Nm-removal composition in which the active ingredient is a salt as it is or a part or all of each of them cooperates with each other to form a salt.